4.5 Article

Glaser Coupling of 4-Ethynyl[2.2]paracyclophane: The Formation of Two Diastereomers

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 8, Pages 1653-1655

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101495

Keywords

Cyclophanes; Alkynes; Cross coupling; Structure elucidation; Chirality; NMR spectroscopy

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Glaser coupling of 4-ethynyl[2.2]paracyclophane (1) led to a mixture of dimers that could not be separated by either chromatographic or chemical methods. That two diasteromers of the dimer 2 were produced in a 7:3 ratio was demonstrated by the resolving power of modern NMR spectroscopy.

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